Narceine

Narceine
Names

IUPAC name 6-({6-[2-(Dimethylamino)ethyl]-4-methoxy-1,3-benzodioxol-5-yl}acetyl)-2,3-dimethoxybenzoic acid
Identifiers
CAS Registry Number	131-28-2
ChemSpider	8246
EC number	235-480-2
InChI InChI=1S/C23H27NO8/c1-24(2)9-8-13-10-18-22(32-12-31-18)20(29-4)15(13)11-16(25)14-6-7-17(28-3)21(30-5)19(14)23(26)27/h6-7,10H,8-9,11-12H2,1-5H3,(H,26,27) Key: DEXMFYZAHXMZNM-UHFFFAOYSA-N InChI=1/C23H27NO8/c1-24(2)9-8-13-10-18-22(32-12-31-18)20(29-4)15(13)11-16(25)14-6-7-17(28-3)21(30-5)19(14)23(26)27/h6-7,10H,8-9,11-12H2,1-5H3,(H,26,27) Key: DEXMFYZAHXMZNM-UHFFFAOYAJ
Jmol-3D images	Image
KEGG	C09591
PubChem	8564
SMILES CN(C)CCC1=CC2=C(C(=C1CC(=O)C3=C(C(=C(C=C3)OC)OC)C(=O)O)OC)OCO2
UNII	CTT09X2F1M
Properties
Molecular formula	C₂₃H₂₇NO₈
Molar mass	445.46 g·mol⁻¹
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Narceine is an opium alkaloid produced by the Papaver somniferum (opium poppy) plant.^[1] It is a bitter, crystalline compound with narcotic effects. It was formerly used as a substitute for morphine. Its name is derived from the Greek νάρκη (nárkē), meaning numbness, and the postfix -ine referring to an alkaloid.

References

↑ van Itallie, L. (1946). "Investigations on poppies". Annales Pharmaceutiques Francaises 4: 156–160.

Opium components

Alkaloids	16-Hydroxythebaine Berberine Canadine Codamine Coptisine Coreximine Cycloartenol Cycloartenone Cyclolaudenol Dehydroreticuline Dihydrosanguinarine Glaucine Isoboldine Isocorypalmine Laudanidine Magnoflorine Narceine Narceinone Norlaudanosoline Norsanguinarine Oripavine Oxysanguinarine Palaudine Papaverrubine B (O-methyl-porphyroxine) Papaverrubine C (epiporphyroxine) Reticuline Salutaridine (sinoacutine) Sanguinarine Scoulerine Somniferine Stepholidine

Morphine group (Phenanthrenes. Includes opioids)	Codeine Morphine Narcotoline Neopine Perparin Papaverrubine D (porphyroxine) Pseudocodeine Pseudomorphine Thebaine

Isoquinolines	Cotarnine Eupaverine Hydrocotarnine Laudanosine Laudanine Noscapine (narcotine) Papaverine Papaveraldine Xanthaline

Protopine group	α-Allocryptopine α-Fagarine Corycavamine Corycavine Cryptopine Protopine

Tetrahydroprotoberberine group	Corydaline Corybulbine Isocorybulbine Capaurine

Aporphine group	Dicentrine Glaucine Corytuberine Cularine Corydine Isocorydine Bulbocapnine

Phtalide-isoquinolines	Adulmine Bicuculline Bicucine Corlumine

α-Naphthaphenanthridines	Chelidonine β-Homochelidonoine Chelerythrine Sanguinarine

Other components	Meconic acid

Narceine

See also

References